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HomeProduct name listEsculetin

Esculetin

Synonym(s):6,7-Dihydroxycoumarin;Cichorigenin;Esculetin

  • CAS NO.:305-01-1
  • Empirical Formula: C9H6O4
  • Molecular Weight: 178.14
  • MDL number: MFCD00006874
  • EINECS: 206-161-5
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-11-07 13:31:19
Esculetin Structural

What is Esculetin?

Chemical properties

YELLOWISH CRYSTALLINE POWDER

The Uses of Esculetin

In the presence of esculetin and HA14-1 (sc-205911) expression of the death receptor 4 (DR4) has been observed to be upregulated and extracellular-regulated kinase (ERK) to be activated. Other studies suggest that esculetin upregulates death receptor 5 (DR5) protein expression, and enhances TRAIL-induced apoptosis. It also inhibits the activity of 12-LO (12-lipoxygenase), and decreases leukotriene biosynthesis during 5-LO inhibition.

The Uses of Esculetin

antifungal, hepatoprotective, IL-1 inhibitor

The Uses of Esculetin

In filters for absorption of ultraviolet light.

What are the applications of Application

Esculetin is a hydroxyl radical and ROS scavenger that attenuates cellular oxidative stress

Definition

ChEBI: A hydroxycoumarin that is umbelliferone in which the hydrogen at position 6 is substituted by a hydroxy group. It is used in filters for absorption of ultraviolet light.

General Description

Esculetin is a derivative of coumarin, found in various plant species including Cichorium intybus (chicory), Bougainvillea spectabilis, Artemisia capillaris, etc and leaves of Citrus limonia (Rutaceae), Ceratostigma willmottianum, etc. It exhibits multiple pharmacological activities and is found to be a potent inhibitor of cyclooxygenase, 5-lipoxygenase, 12-lipoxygenase, catechol-O-methyl transferase, NADPH oxidase and xanthine oxidase enzymes.

Purification Methods

It forms prisms from AcOH, aqueous EtOH or aqueous MeOH, and provides leaflets on sublimation in a vacuum. [Kagan J Am Chem Soc 88 2617 1966, Marby et al. Phytochemistry 4 492 1965.] Esculin (the 6-glucoside) has m 215o(dec), [] D -41o (c 5, pyridine). [Beilstein 18 III/IV 1322, 18/3 V 202.]

Properties of Esculetin

Melting point: 271-273 °C(lit.)
Boiling point: 270.35°C (rough estimate)
Density  1.3431 (rough estimate)
refractive index  1.4500 (estimate)
storage temp.  2-8°C
solubility  Solubility Almost insoluble in boiling water, ether; soluble in hot ethanol, glacial acetic acid
form  powder
pka 1.71(at 25℃)
color  Light yellow
PH Range Weak blue uorescence (1.5) to strong blue uorescence (2.0)
Water Solubility  slightly soluble
Merck  14,3697
BRN  152788
Major Application antiinflammatory, Herbicides, cosmetics, teeth whitening agent, antifungal, neurodegenerative andfungal, antibacterial, antiviral, treating drug-induced weight gain, neurodegenerative and blood coagulation disorders, cancer, amyloidosis, skin impairments and baldness
CAS DataBase Reference 305-01-1(CAS DataBase Reference)
NIST Chemistry Reference Coumarin, 6,7-dihydroxy-(305-01-1)
EPA Substance Registry System Esculetin (305-01-1)

Safety information for Esculetin

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H315:Skin corrosion/irritation
H319:Serious eye damage/eye irritation
H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes P261:Avoid breathing dust/fume/gas/mist/vapours/spray.
P264:Wash hands thoroughly after handling.
P264:Wash skin thouroughly after handling.
P280:Wear protective gloves/protective clothing/eye protection/face protection.
P304+P340:IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P405:Store locked up.

Computed Descriptors for Esculetin

InChIKey ILEDWLMCKZNDJK-UHFFFAOYSA-N

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